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Question
Assertion: Chlorobenzene is resistant to nucleophilic substitution reaction at room temperature.
Reason (R): C–Cl bond gets weaker due, to resonance.
Options
Both (A) and (R) are true and (R) is the correct explanation of (A).
Both (A) and (R) are true, but (R) is not the correct explanation of (A).
(A) is true, but (R) is false.
(A) is false, but (R) is true.
Solution
(A) is true, but (R) is false.
Explanation:
Because of resonance, chlorobenzene acquires a partial double bond, making it extremely reactive to electrophilic substitution reactions.
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(a) \[\begin{array}{cc}
\phantom{}\ce{CH3 - CH - Br}\\
\phantom{}|\\
\phantom{....}\ce{C2H5}\phantom{}
\end{array}\]
(b) \[\begin{array}{cc}
\phantom{..}\ce{Br}\\
\phantom{}|\\
\phantom{}\ce{CH3 - C - CH3}\\
\phantom{}|\\
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\end{array}\]
(c) \[\begin{array}{cc}
\phantom{....}\ce{CH3 - CH - CH2Br}\\
\phantom{}|\\
\phantom{....}\ce{C2H5}\phantom{}
\end{array}\]
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| (a) |  |
| (b) |  |
| (c) |  |
Arrange the following compounds in increasing order of rate of reaction towards nucleophilic substitution.
| (a) |  |
| (b) |  |
| (c) |  |
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